Abstract
A series of water-soluble conjugates has been synthesized from polyethylene glycols of various lengths and 4-bromomethyl-2,6-diisobornylphenol. The membrane protective and antioxidant activities of the synthesized products were evaluated on the model of the H2O2-induced hemolysis of erythrocytes. It was shown that the studied conjugates have a significant antioxidant activity, and a significant membrane protective effect was shown for the conjugates containing 0.2% and 0.8% of the 2,6-diisobornyl-4-methylenephenolic fragments.
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Abbreviations
- PEG:
-
polyethylene glycol
- LPO:
-
lipid peroxidation
- TBA-RS:
-
products reacting with 2-thiobarbituric acid (TBA-reactive substances)
- oxyHb:
-
oxyhemoglobin
- metHb:
-
methemoglobin
- ferrylHb:
-
ferrylhemoglobin
References
Cui, L., Tang, C., and Yin, C., Carbohyd. Polym., 2012, vol. 87, pp. 2505–2511.
Korshak, V.V. and Shtil’man, M.I., Polimery v protsessakh immobilizatsii i modifikatsii prirodnykh soedinenii (Polymers in Immobilization and Modification of Natural Compounds), Moscow: Nauka, 1984.
Shtilman, M.I., Russ. J. Biopharm., 2009, vol. 1, no. 2, pp. 5–14.
Abuchowski, A., McCoy, J.R., Palczuk, N.C., van Es, T., and Davis, F.F., J. Biol. Chem., 1977, vol. 252, pp. 3582–3586.
Roberts, M.J., Bentley, M.D., and Harris, J.M., Adv. Drug Deliv. Rev., 2002, vol. 54, pp. 459–476.
Casettari, L., Vllasaliu, D., Castagnino, E., Stolnik, S., Howdle, S., and Illum, L., Prog. Polym. Sci., 2012, vol. 37, pp. 659–685.
Bildstein, L., Dubernet, C., and Couvreur, P., Adv. Drug Deliv. Rev., 2011, vol. 63, pp. 3–23.
Khandare, J. and Minko, T., Prog. Polym. Sci., 2006, vol. 31, pp. 359–397.
Anand, P., Thomas, S.G., Kunnumakkara, A.B., Sundaram, C., Harikumar, K.B., Sung, B., Tharakan, S.T., Misra, K., Priyadarsini, I.K., Rajasekharan, K.N., and Aggarwal, B.B., Biochem. Pharmacol., 2008, vol. 76, pp. 1590–1611.
Navath, R.S., Wang, B., Kannan, S., Romero, R., and Kannan, R.M., J. Controlled Release, 2010, vol. 142, pp. 447–456.
Plotnikov, M.B., Smol’yakova, V.I., Ivanov, I.S., Kuchin, A.V., Chukicheva, I.J., Buravlev, E.V., and Krasnov, E.A., Pharm. Chem. J., 2011, vol. 44, pp. 530–533.
Plotnikov, M.B., Smolyakova, V.I., Ivanov, I.S., Chernisheva, G.A., Kuchin, A.V., Chukicheva, I.J., and Krasnov, E.A., Bull. Exp. Biol. Med., 2010, vol. 149, pp. 721–723.
Logvinov, S.V., Plotnikov, M.B., Zhdankina, A.A., Smolyakova, V.I., Ivanov, I.S., Kuchin, A.V., Chukicheva, I.Yu., and Varakuta, E.Yu., Neurosci. Behav. Physiol., 2010, vol. 40, pp. 779–782.
Yan, Y., Yu, C., Chen, J., Li, X., Wang, W., and Li, S., Carbohyd. Polym., 2011, vol. 83, pp. 217–224.
Ke, M., Zhang, X.-J., Han, Z.-H., Yu, H.-Y., Lin, Y., Zhang, W.-G., Sun, F.-H., and Wang, T.-J., Carbohyd. Polym., 2011, vol. 86, pp. 136–141.
Li, X.M., Li, X.L., and Zhou, A.G., Eur. Polym. J., 2007, vol. 43, pp. 488–497.
Epstein, W.W. and Sweat, F.W., Chem. Rev., 1967, vol. 67, pp. 247–260.
Shevchenko, O.G., Plyusnina, S.N., Shishkina, L.N., Chukicheva, I.Yu., Fedorova, I.V., and Kuchin, A.V., Biol. Membr., 2013, vol. 30, pp. 40–51.
Fernandes, J.C., Eaton, P., Nascimento, H., Giao, M.S., Ramos, O.S., Belo, L., Santos-Silva, A., Pintado, M.E., and Malcata, F.X., Carbohyd. Polym., 2010, vol. 79, pp. 1101–1106.
Coppinger, G.M. and Campbell, T.W., J. Am. Chem. Soc., 1953, vol. 75, pp. 734–736.
Takebayashi, J., Chen, J., and Tai, A., Advanced Protocols in Oxidative Stress. II. Methods in Molecular Biology, Armstrong, D., Ed., New York: Humana Press, 2010, vol. 594, pp. 287–296.
Asakawa, T. and Matsushita, S., Lipids, 1980, vol. 15, pp. 137–140.
Berg, J.J.M., Op den Kamp, J.A.F., Lubin, B.H., Roelofsen, B., and Kuypers, F.A, Free Radical Biol. Med., 1992, vol. 12, pp. 487–498.
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Original Russian Text © I.Yu. Chukicheva, M.A. Torlopov, E.V. Buravlev, O.G. Shevchenko, A.V. Kuchin, 2014, published in Bioorganicheskaya Khimiya, 2014, Vol. 40, No. 1, pp. 85–91.
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Chukicheva, I.Y., Torlopov, M.A., Buravlev, E.V. et al. Antioxidant properties of conjugates of polyethylene glycols containing terpenophenolic fragments. Russ J Bioorg Chem 40, 76–81 (2014). https://doi.org/10.1134/S1068162014010026
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DOI: https://doi.org/10.1134/S1068162014010026